| 1989-11-19 |  Trinidad and Tobagov United StatesCONCACAF Championship | 0–1 | CONCACAF Championship |
| 1989-09-03 | Trinidad and Tobagov GuatemalaCONCACAF Championship | 2–1 | CONCACAF Championship |
| 1989-08-20 | GuatemalavTrinidad and TobagoCONCACAF Championship | 0–1 | CONCACAF Championship |
| 1989-08-13 |  El SalvadorvTrinidad and TobagoCONCACAF Championship | 0–0 | CONCACAF Championship |
| 1989-07-30 | Trinidad and TobagovEl SalvadorCONCACAF Championship | 2–0 | CONCACAF Championship |
| 1989-06-11 |  Costa RicavTrinidad and TobagoCONCACAF Championship | 1–0 | CONCACAF Championship |
| 1989-05-28 | Trinidad and TobagovCosta RicaCONCACAF Championship | 1–1 | CONCACAF Championship |
| 1989-05-13 | United StatesvTrinidad and TobagoCONCACAF Championship | 1–1 | CONCACAF Championship |
| 1985-05-19 | United StatesvTrinidad and TobagoCONCACAF Championship | 1–0 | CONCACAF Championship |
| 1985-05-15 | United StatesvTrinidad and TobagoCONCACAF Championship | 2–1 | CONCACAF Championship |
| 1985-04-28 | Costa RicavTrinidad and TobagoCONCACAF Championship | 1–1 | CONCACAF Championship |
| 1985-04-24 | Costa RicavTrinidad and TobagoCONCACAF Championship | 3–0 | CONCACAF Championship |
| 1973-12-17 |  Curaçaoplayed as Netherlands AntillesvTrinidad and TobagoCONCACAF Championship | 0–4 | CONCACAF Championship |
| 1973-12-14 |  MexicovTrinidad and TobagoCONCACAF Championship | 0–4 | CONCACAF Championship |
| 1973-12-10 | GuatemalavTrinidad and TobagoCONCACAF Championship | 0–1 | CONCACAF Championship |
| 1973-12-04 |  HaitivTrinidad and TobagoCONCACAF Championship | 2–1 | CONCACAF Championship |
| 1973-11-29 |  HondurasvTrinidad and TobagoCONCACAF Championship | 2–1 | CONCACAF Championship |
| 1971-12-05 | Trinidad and TobagovCosta RicaCONCACAF Championship | 3–1 | CONCACAF Championship |
| 1971-11-30 | Trinidad and Tobagov CubaCONCACAF Championship | 2–2 | CONCACAF Championship |
| 1971-11-28 | Trinidad and TobagovHaitiCONCACAF Championship | 1–6 | CONCACAF Championship |
| 1971-11-26 | Trinidad and TobagovMexicoCONCACAF Championship | 0–2 | CONCACAF Championship |
| 1971-11-21 | Trinidad and TobagovHondurasCONCACAF Championship | 1–1 | CONCACAF Championship |
| 1969-12-07 | MexicovTrinidad and TobagoCONCACAF Championship | 0–0 | CONCACAF Championship |
| 1969-12-04 | Costa RicavTrinidad and TobagoCONCACAF Championship | 5–0 | CONCACAF Championship |
| 1969-12-02 | Curaçaoplayed as Netherlands AntillesvTrinidad and TobagoCONCACAF Championship | 3–1 | CONCACAF Championship |
| 1969-11-30 |  JamaicavTrinidad and TobagoCONCACAF Championship | 2–3 | CONCACAF Championship |
| 1969-11-27 | GuatemalavTrinidad and TobagoCONCACAF Championship | 2–0 | CONCACAF Championship |
| 1967-03-17 |  NicaraguavTrinidad and TobagoCONCACAF Championship | 1–3 | CONCACAF Championship |
| 1967-03-14 | Trinidad and TobagovGuatemalaCONCACAF Championship | 0–2 | CONCACAF Championship |
| 1967-03-12 | MexicovTrinidad and TobagoCONCACAF Championship | 4–0 | CONCACAF Championship |
| 1967-03-08 | HaitivTrinidad and TobagoCONCACAF Championship | 2–3 | CONCACAF Championship |
| 1967-03-05 | HondurasvTrinidad and TobagoCONCACAF Championship | 1–0 | CONCACAF Championship |